Benzenecarboximidic acid, ethyl ester, hydrochloride (1:1) → HCID 21489341, compound

HRID 1764527Notes

Reaction equation

HRID 1764527 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][NH2:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1.Cl.[C:22](=N)(OCC)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:22]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[N:13][N:12]=[C:10]3[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:6]=2[CH:20]=1

Participants

4

Reactant 2

HCID 79249Benzenecarboximidic acid, ethyl ester, hydrochloride (1:1)HCID 123908747-Chloro-2-hydrazinyl-5-phenyl-3H-1,4-benzodiazepine

Product 1

HCID 21489341HCID 21489341, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 1.4 parts of 7-chloro-2-hydrazino-5-phenyl-3H-1,4-benzodiazepine and 1.8 parts of ethyl benzimidate hydrochloride in 30 parts by volume of chloroform is stirred at room temperature for 24 hours and then washed with water.The chloroform layer is dried over sodium sulfate and the solvent is evaporated. Treatment of the residue with diethyl ether yields 8-chloro-1,6-diphenyl-4H-s-triazolo-[4,3-a] [1,4] benzodiazepine as crystals. Recrystallisation from a mixture of ethyl acetate and n-hexane yields colorless needles melting at 192° C to 193.5° C.

Workup

  1. washwashed with water
  2. dry with materialThe chloroform layer is dried over sodium sulfate
  3. customthe solvent is evaporated

Sources & evidence

ORD record
ord-709713f2059844619178b152930d533b
Source dataset
uspto-grants-1978_09
Patent number
US04116956

Reaction notes

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